HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467752Generated: October 29, 2026
3-Aminopyridine → 2-Isopropyl-5-(pyridin-3-ylamino)-pyrimidine-4-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide
https://huagongshe.com/reaction/467752
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 5-Bromo-2-isopropyl-pyrimidine-4-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide | HCID 86660195 | — |
| Catalyst | Palladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1) | HCID 11029508 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Isopropyl-5-(pyridin-3-ylamino)-pyrimidine-4-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide | HCID 54760946 | — |
Reaction Steps
A mixture of 5-bromo-2-isopropyl-pyrimidine-4-carboxylic acid (1-methyl-5-methylcarbamoyl-1H-pyrazol-4-yl)-amide (40 mg, 105 μmol), 3-aminopyridine (15 mg, 157 μmol) and potassium phosphate tribasic (31 mg, 147 μmol) in toluene (1 ml) was treated with tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (10.9 mg, 10.5 μmol) and xantphos (20 mg, 34.6 μmol) were added and the reaction mixture was stirred at 120° C. for 16 h. The reaction was cooled to r.t., filtrated and the product was obtained after purification by preparative HPLC using an acetonitrile/water gradient as yellow solid (10 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08623866B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-c3deb06e36da4247bd8a5290b460fe52 |
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| Source note | uspto-grants-2014_01 |
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